Do deep checks on possible deals, including looking at the property, having it inspected, checking the title, getting legal advice, and weighing risks.

You need to review the mortgage and title commitment for what parcels and legal description are included in the mortgage you took out.

Moreover, there are leasing companies such as PadSplit and HomeRoom who implement this daily, but for your property size/scale, I don't believe they'll be necessary. 

Two years ago, it was higher and sellers wanted money hard day 1 in a lot of markets.I would ask brokers and property management companies and attorneys in the marketGood Luck!

LLCs are mostly for legal protection, and this protection is hotly debated. 

I've heard Stessa and Buildium for the most part but find it's actually very difficult to use for the average small scale landlord (I have 7 doors)The cost of Buildium I think is way too high for the small scale self managed landlord like myself. 7 units comes to $55/monthAs for Stella, the UI isnt the greatest and probably tailored for more property management companies, and the accounting features are rather lacking for Canadian tax laws.

i would say it depends on the overall investment strategy. im not really familiar with STR rentals in your area. personally i like the long term rentals, especially if you are trying to be hands off. we have two STR's, one we manage ourselves in FL and the other in Gatlingburg which is managed by a company. even with an STR rental company, i still find myself managing the manager. both require work and are by no means passive. long term (to me) is nice given time investment. hope this helps. 

You can definitely do this via a title company to record a mortgage on title 

I'm deciding if I should shop around or does this seem pretty inline with other companies?

Four years ago we saw the writing on the wall on this so I started working with other cities in the area and compiling lists of where STR is legal (and there are plenty of spots to invest in Volusia county that should have great returns, you just have to know where).